This is mostly a discussion topic because the matter is interesting to me on a conceptual level, rather than any plans to do any stuff like this. I just wanted to preface this discussion with that so no one gets the wrong idea.
There are a lot of old quests in the database, many of them authored by people who aren't active anymore. A lot of them are well liked by many people, there are a fair few I really like myself too. But a lot of them are fairly lacking when comparing them to official zelda games that were contemporary to when they were made. A fair few people have taken a problem with using that metric to judge them, and perhaps that's fair. But I do think it's fair to say that quality standards for quest making have gone up over the years, both due to ZC as a software becoming more sophisticated, but also new quests coming out that proves you can make something great without many of the problems that plague many older quests.
Of course, that's not to say old quests don't have merits..., but thinking about these things have always had me come back to the same thing: God, it would be really fucking cool to turn Lost Isle from a great exploration based quest, to an exception exploration quest.
I guess that might seem silly "what, lost isle? is the example of an old bad quest? Get out!", and yeah, maybe. But it's the one that interest me the most personally, because while I love many parts of that quest, it has many things I also consider issues. I'm always gonna gravitate towards games and experiences that puts a great deal of focus on exploration, and that's one aspect Lost Isle is really good at, having a large world to explore at your own pace and brimming with atmosphere. I don't think anyone will agree with me on the exact specifics of what in lost isle is "bad" or whatnot, but that's not really the point. There are a large collection of older quests that many people like that you can look at and consider how they would be better if some things were just a bit different, in fact, I wouldn't be shocked if this way of thinking is what brought a lot of people to Zelda Classic in the first place.., but looking at the official Zelda games instead.
But as should be self evident, doing such a project, overhauling or tweaking an existing quest runs into several problems. For one, it's a lot of work to take on and do, and you have to understand the thing you're modifying well in order to change it accurately. But secondly, and more importantly, is it even a morally defend-able thing to do? Taking someone else's game and modifying it without their consent is somewhat rude. Indeed, that is kind of what we here do in regards to Nintendo and their property, but I do think the morality of it differs when it's a giant mega corporation, compared to a (usually) single person hobbyist project that they put their entire soul into. It's just kinda rude to come out and say "Hey I made a better version of X", not to mention a bit pretentious.
I have been thinking more about these things recently since Dimi have been playing BoaB (a fairly old quest that has seen it's fair share of criticism), while also comparing it to it's DX release that happened recently. Of course, that DX version was more interested in porting the quest to 2.5 and preserving what it was, rather than seeking to improve upon it. But also, considering the notion of improving on such a quest in any meaningful way would involve countless hours of work too. One of the complaints the quest has is that a lot of the dialogue is in broken english, but going back and fixing that up and all the strings now when it's a finished thing would be quite a lot of work. The DX version of BoaB was, as far as I know, done with the blessings of the original author, so that makes the morality of such a thing easy. But the majority of authors for old quests in the database aren't around, and you can say that for most of them, it wouldn't be "worth it" to retrofit them anyway..., but I disagree.
The entire notion of retrofitting someone else's work and improve upon it, it's because you care about it, right? And because you want to improve it so even more people can care about it? Not every quest I have these thoughts about are even big hitters, Lost Isle isn't even the one I'd the most want to fix up, I'll refrain from mentioning which one is, because I'm still hopping that author will come back and finish up the updates to that quest themself. If you know me well you might be able to guess which one that is.
I'm curious if anyone else have any thoughts about such matters, but if nothing else I felt the need to write this up. I may consider most quests tat, but that doesn't mean there isn't stuff to love about ZC and it's quests, even the older ones; After all, many of them do stuff official Zelda games would never attempt, and I think those quests soar the highest.